Family-friendly holiday rentals in Old Lyme

Casino Wine Down House

Stay at the end of a quiet, cozy, cul-de-sac while minutes from local attractions. Our house is conveniently located near casinos, Mystic, vineyards, Nature's Art Village, Naval Submarine Base, CT College, USCG Academy and several beaches. Enjoy the fire pit on our large deck under the gazebo year round. In the summer cool off in the pool. In the winter relax and enjoy some cozy time under the stars in the heated igloo. Lot of fun and games! Dogs are family and always welcome at no charge.

Luxurious Old Lyme King Bedroom Suite

First floor king bedroom suite in Ludington House, a historic home centrally located in the charming village of Old Lyme. Perfect for couples. Luxuriously appointed with California King bed, spacious kitchenette, bathroom and separate entrance. Private porch with view. Close to restaurants, beaches, art galleries and museum. Located in stunning historic mansion (location of film "Christmas at Pemberley Manor" 2018). Sorry - no pets, it will not work with our own pets. Guests must be 21 plus.

Seaside Rental

Beautiful newly remodeled house just a short walk away from beautiful beaches. Close to shopping, movies, restaurants and many other attractions! Complete with all appliances, complete kitchen, TV, internet. 2 Bedrooms, 1 Bathroom, Living Room, Kitchen, Dining, Mudroom and Front Porch. Beautiful large yard perfect for games or simply relaxing in the evening at the built in fire pit with supplied camp firewood. So many fun and relaxing things to do all within minutes from this great location.

Stunning, peaceful and private home

Stunning recently renovated 3 story cape on 7+ acres and 2000+ square ft. Open kitchen to living room area with a giant island to gather members of your group together to eat, drink, laugh and have a great time. Cook inside with a fully equipped kitchen, pots, and pans, silverware, spices, everything you would want to prep a great meal as well as a propane grill on the deck. Modern amenities throughout the space. Touch lighting, bluetooth music and more.

The Cottage at Indian Cove

A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

Exclusive Sag Harbor Compound

A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Unique apartment in former art gallery.

The apartment is private and in a separate wing of a converted factory complex which includes an owner occupied building and artist studio in a quiet residential neighborhood. We gladly welcome clean, well behaved pets for an extra fee of $50. Pet sitting and dog walking also available for an additional fee. On site babysitting also available for an additional fee.

Treehouse - Countryside - Farm Animals - Fire Pit

Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

6/27-6/29 Last minute weekend availability!

Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.